One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids

1-[(4-Methylphenyl)oxy]pyrrolidine-2,5-dione and 1-[(4-methylphenyl)oxy]piperidine-2,6-dione react in a Lossen-type reaction with primary alcohols in the presence of triethylamine to furnish corresponding N (α)-urethane-protected β-alanine and γ-aminopropionic acid (GABA), respectively, with excelle...

Descripción completa

Detalles Bibliográficos
Autores principales: Cal, Marta, Jaremko, Mariusz, Jaremko, Łukasz, Stefanowicz, Piotr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Vienna 2012
Materias:
Short Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569585/
https://www.ncbi.nlm.nih.gov/pubmed/23250684
http://dx.doi.org/10.1007/s00726-012-1443-3
_version_ 1782258922899374080
author Cal, Marta
Jaremko, Mariusz
Jaremko, Łukasz
Stefanowicz, Piotr
author_facet Cal, Marta
Jaremko, Mariusz
Jaremko, Łukasz
Stefanowicz, Piotr
author_sort Cal, Marta
collection PubMed
description 1-[(4-Methylphenyl)oxy]pyrrolidine-2,5-dione and 1-[(4-methylphenyl)oxy]piperidine-2,6-dione react in a Lossen-type reaction with primary alcohols in the presence of triethylamine to furnish corresponding N (α)-urethane-protected β-alanine and γ-aminopropionic acid (GABA), respectively, with excellent yields and purities, in an essentially “one-pot” procedure.
format Online
Article
Text
id pubmed-3569585
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher Springer Vienna
record_format MEDLINE/PubMed
spelling pubmed-35695852013-02-14 One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids Cal, Marta Jaremko, Mariusz Jaremko, Łukasz Stefanowicz, Piotr Amino Acids Short Communication 1-[(4-Methylphenyl)oxy]pyrrolidine-2,5-dione and 1-[(4-methylphenyl)oxy]piperidine-2,6-dione react in a Lossen-type reaction with primary alcohols in the presence of triethylamine to furnish corresponding N (α)-urethane-protected β-alanine and γ-aminopropionic acid (GABA), respectively, with excellent yields and purities, in an essentially “one-pot” procedure. Springer Vienna 2012-12-19 2013 /pmc/articles/PMC3569585/ /pubmed/23250684 http://dx.doi.org/10.1007/s00726-012-1443-3 Text en © The Author(s) 2012 https://creativecommons.org/licenses/by/2.0/ Open AccessThis article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.
spellingShingle Short Communication
Cal, Marta
Jaremko, Mariusz
Jaremko, Łukasz
Stefanowicz, Piotr
One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids
title One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids
title_full One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids
title_fullStr One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids
title_full_unstemmed One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids
title_short One-pot efficient synthesis of N(α)-urethane-protected β- and γ-amino acids
title_sort one-pot efficient synthesis of n(α)-urethane-protected β- and γ-amino acids
topic Short Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569585/
https://www.ncbi.nlm.nih.gov/pubmed/23250684
http://dx.doi.org/10.1007/s00726-012-1443-3
work_keys_str_mv AT calmarta onepotefficientsynthesisofnaurethaneprotectedbandgaminoacids
AT jaremkomariusz onepotefficientsynthesisofnaurethaneprotectedbandgaminoacids
AT jaremkołukasz onepotefficientsynthesisofnaurethaneprotectedbandgaminoacids
AT stefanowiczpiotr onepotefficientsynthesisofnaurethaneprotectedbandgaminoacids

Ejemplares similares